Hydroxyamine hydrochloride → HCID 86745844, compound

Participants

Reaction Steps

To a room temperature solution of hydroxylamine hydrochloride (1.362 g, 19.62 mmols) in 40 mL of methanol is added sodium methoxide (1.030 g, 19.06 mmols). The mixture is stirred at room temperature for 15 minutes, then filtered. The filtrate is added to a suspension of 2-(2,6-dichloro-3-methylanilino)benzonitrile (3.109 g, 11.20 mmols) [prepared according to Juby, J. Med. Chem., 11, 111 (1968)] in 70 mL of methanol and the mixture is heated at reflux overnight. The clear yellow solution is cooled and concentrated in vacuo. Flash chromatography eluting with 6:1 hexane: ethyl acetate provides 2.079 g (60%) of 2-(2,6-dichloro-3-methylanilino)benzamide oxime as a white solid.

Provenance & Evidence